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Merck
CN

117714

3-Methoxybenzoic acid

ReagentPlus®, 99%

Synonym(s):

m-Anisic acid, m-Methylsalicylic acid

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About This Item

Linear Formula:
CH3OC6H4CO2H
CAS Number:
586-38-9
Molecular Weight:
152.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847342
EC Number:
209-574-9
Beilstein/REAXYS Number:
508838
MDL number:
MFCD00002499

Key Documents

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Product Name

3-Methoxybenzoic acid, ReagentPlus®, 99%

InChI key

XHQZJYCNDZAGLW-UHFFFAOYSA-N

InChI

1S/C8H8O3/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H,9,10)

SMILES string

COc1cccc(c1)C(O)=O

product line

ReagentPlus®

assay

99%

bp

170-172 °C/10 mmHg (lit.)

mp

105-107 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear, colorless to faintly yellow

functional group

carboxylic acid

Quality Level

100

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Application

3-Methoxybenzoic acid was used in the synthesis and characterization of 3-methoxybenzoates of europium (III) and gadolinium (III). It was used in conversion of aromatic carboxylic acids into methyl esters and reduction to the corresponding primary alcohols using a sodium borohydride-THF-methanol system.

General description

3-Methoxybenzoic acid is an important intermediate in the synthesis of natural products.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBF3336V
06210PE
06929HE
08317BE
10612TD

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Synthesis, characterization and thermal behaviour of solid-state compounds of europium (III) and gadolinium (III) 3-methoxybenzoate.
Dametto PR, et al.
Journal of Thermal Analysis and Calorimetry, 97(2), 765-768 (2009)
Sodium borohydride reduction of aromatic carboxylic acids via methyl esters.
Saeed A and Ashraf Z.
Journal of Chemical Sciences (Bangalore), 118(5), 419-423 (2006)
K A DeWeerd et al.
Applied and environmental microbiology, 54(5), 1237-1242 (1988-05-01)
O-methyl substituents of aromatic compounds can provide C1 growth substrates for facultative and strict anaerobic bacteria isolated from diverse environments. The mechanism of the bioconversion of methoxylated benzoic acids to the hydroxylated derivatives was investigated with a model substrate and
N Dodoff et al.
Journal of inorganic biochemistry, 54(3), 221-233 (1994-05-15)
The complexes [Pt(bah)2X2], [Pt(NH3)(bah)Cl2].0.5H2O, [Pt(mbah)2X2], and [Pt(NH3)(mbah)Cl2] (bah = benzoic acid hydrazide, mbah = 3-methoxybenzoic acid hydrazide; X = Cl, Br, I) have been prepared and characterized by elemental analysis, electric conductivity, IR, 1H NMR, and electronic spectra. A cis-square
Thi-Huu Nguyen et al.
Organic letters, 7(12), 2445-2448 (2005-06-04)
[reaction: see text] If employed in THF at 0 degrees C, LTMP metalates meta-anisic acid at the doubly activated position. In contrast, n-BuLi/t-BuOK deprotonates position C-4 preferentially at low temperature. Functionalization at C-6 requires protection of the C-2 site beforehand.
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